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On YouTubeChicago Cubs News / Bleed Cubbie Blue / October 21
Cubs contracts: Shōta Imanaga’s complicated contract options 
Josh covered this topic in After Dark last week but I thought I’d weigh in on Shōta Imanaga’s deal myself, as we don’t have much Cubs news these days and are awaiting the World Series to begin three days from now, Friday evening in Toronto.
Pete Crow-Armstrong News / Chicago Cubs on SI / October 21
Pete Crow-Armstrong’s 2025 Season Wasn’t Perfect — But It Proved Why The Cubs Should Believe
The Chicago Cubs' season came to a close sooner than the organization would have liked. However, it is important to remember a few things. 1) This was the first time the Cubs made it to the postseason since 2020, 2) This was the first time that the team had made it past the Wild Card since 2017, and 3) This is ultimately a very young squad.
Chicago Cubs News / Bleed Cubbie Blue / October 21
Chicago Cubs news and notes: Tucker, Imanaga, Shaw, Hoyer.
We cover the coverage like PCA covers center field. Life will be commencing shortly — the World Series will be over, and the Free Agency Freezer will open once again.
The 'Three-home-run MLB playoff games' quiz
How many of the MLB players to hit three home runs in one postseason game can you name in five minutes?
Chicago Cubs News / Chicago Cubs on SI / October 20
Cubs Should Target Trade Reunion With Unorthodox Rockies Reliever
A lot of the focus regarding the Chicago Cubs' offseason is going to revolve around superstar outfielder Kyle Tucker. Tucker is set to become an unrestricted free agent this offseason after spending the 2025 campaign in Chicago.
25 notable MLB Hall of Famers who never won a World Series
Among the countless Hall of Famers who never experienced the joy of winning a World Series, there are several notable legends who stand out. Here's our list of the 25 greatest.
Chicago Cubs News / Chicago Cubs on SI / October 20
Owen Ayers, Cole Mathis Shining for Cubs in Arizona Fall League Action
Chicago Cubs prospects, as part of the Mesa Solar Sox in the Arizona Fall League, are preparing for another week of action that starts on Tuesday. The Solar Sox are looking up at most of the league after two weeks of action.
Kyle Tucker News / Chicago Cubs on SI / October 20
Cubs Don't Need to Keep Kyle Tucker Because of This Young Future Superstar
The Chicago Cubs head into the offseason with one very big looming question: whether or not they are going to keep Kyle Tucker or not. After trading for
Justin Steele News / Cubs Insider / October 20
Justin Steele Playing Catch, Could Return by Opening Day
Well before Cade Horton went down, hurting the Cubs’ postseason chances, Justin Steele was lost to an elbow injury. The lefty made just four starts, the last of which featured seven shutout innings with eight strikeouts, before undergoing season-ending UCL revision surgery along with flexor tendon repair.
Chicago Cubs News / Chicago Cubs on SI / October 20
Will They Stay Or Go? The Chances Of Every Cubs Free Agent Returning
Five days after the final game of the 2025 MLB World Series, all players no longer under contract with their teams will become free agents. That means those players are free to sign elsewhere, or they can choose to return to their team should they be invited back with a contract offer.
Kyle Tucker News / Fastball on SI / October 20
Kyle Tucker Free Agency: Two Potential Fits Aside From Cubs and Dodgers
Kyle Tucker is set to become a free agent after the Chicago Cubs were eliminated in the National League Division Series by the Milwaukee Brewers. He helped lead the Cubs to a 92-win season, which earned them the top NL Wild Card spot.
Michael Busch News / Chicago Cubs on SI / October 20
Stats Prove Cubs’ Michael Busch Was Among MLB’s Best First Basemen This Year
It is really easy to focus on the negative aspects of the Chicago Cubs' season when it ends on a bitter note, like it did. They forced a game five with the Milwaukee Brewers in the National League Divisional Series, only to be sent home.
Kyle Tucker News / MLB Trade Rumors / October 18
Dodgers pursuing Kyle Tucker would continue grand tradition, but key hurdle awaits L.A.
Tucker’s tough second half has knocked down his expected price tag somewhat, but that a $300M contract could still be realistic with even $400M.
Chicago Cubs News / Athlon Sports / October 18
Chicago Cubs Could Consider Making Huge $125 Million Offseason Splash
The Chicago Cubs head into the MLB offseason with quite a few needs at the top of their priority list. After being bounced out of the NLDS by the Milwaukee Brewers, there are some clear areas that Jed Hoyer and the front office will need to improve.
Jed Hoyer News / Chicago Cubs on SI / October 18
Cubs Boss Jed Hoyer Has No Excuse Not To Pursue Extensions With Young Stars
Chicago Cubs president of baseball operations Jed Hoyer clearly wasn’t happy that talks of an extension with young star Pete Crow-Armstrong got out during the season.
Chicago Cubs News / Stadium Rant / October 17
What Must The Chicago Cubs Do To Be Legitimate Contenders in 2026?
The Chicago Cubs finally made the playoffs in 2025 after a four-year drought, only to fall to their Central Division rivals, the Milwaukee Brewers, in the second round.
Chicago Cubs News / Athlon Sports / October 17
Cubs Mentioned as Possible Suitor for Aggressive Free Agency Splash
The Chicago Cubs are fresh off of a very disappointing loss to the NL Central rival Milwaukee Brewers in the NLDS. After a solid all-around regular season, the Cubs were clearly still missing some important pieces that caused their season to come to an end.
Chicago Cubs News / Stadium Rant / October 17
Cubs Fall Short In NLDS: Here’s How Management Can Build A Stronger Contender In 2026
The Chicago Cubs’ 2025 postseason came to a disappointing close with a Game Five loss to the dreaded Milwaukee Brewers in the NLDS. What began as a promising postseason run quickly unraveled due to starting-pitching injuries and inconsistent hitting from their key contributors.
Pete Crow-Armstrong News / ChiCitySports / October 17
Chicago Cubs exec on Pete Crow-Armstrong’s struggles: 'He’s gonna have to focus'
The Chicago Cubs, all things considered, had a pretty nice run this past season. Obviously, things could’ve ended in a better way than a Game Five elimination in the NLDS at the hands of the division rival Milwaukee Brewers.
Chicago Cubs News / Just Baseball / October 17
Five Takeaways From the Chicago Cubs’ 2025 Season
Everything was set up perfectly for Saturday to be like a scene from a movie. The Chicago Cubs versus the Milwaukee Brewers, winner-take-all Game 5 of the NLDS at American Family Field.
Kevin Alcantara News / MLB Trade Rumors / October 16
Cubs' Kevin Alcantara undergoes sports hernia surgery
Cubs outfielder Kevin Alcántara has undergone surgery to repair a sports hernia, the team announced. Maddie Lee of the Chicago Sun-Times was the first to report the news.
Chicago Cubs News / ChiCitySports / October 16
Chicago Cubs president non-committal on 2026 budget-related issues
The Chicago Cubs had a massively successful 2025– and that’s not even in reference to the actual team, which fought its way to Game 5 of the NLDS before being eliminated by the Milwaukee Brewers.
MLB News / Larry Brown Sports / October 16
Lifelong White Sox fan Pope Leo had a brutal comeback for Cubs fan
We have more proof that Pope Leo XIV is at least keeping up with the American sports scene despite his duties as head of the Roman Catholic Church.
Chicago Cubs News / ChiCitySports / October 15
The Chicago Cubs have 6 finalists for Gold Glove award
The Chicago Cubs have a lot of work to do this offseason to fix their roster, which failed to get them past the Milwaukee Brewers in the National League Division Series.
Brad Keller News / MLB Trade Rumors / October 14
Brad Keller interested in re-signing with Cubs
Right-hander Brad Keller is slated for free agency, but would seemingly be very happy to be a Cub again next year.
Kyle Schwarber News / Yardbarker / October 15
Three teams that should be in the market for Kyle Schwarber this offseason
Schwarber is coming off the best season of his career, which will serve him well heading into free agency.
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